The major product formed in the following reaction is

F1 Savita Teaching 29-5-23 D26

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CSIR-UGC (NET) Chemical Science: Held on (15 Dec 2019)
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  1. F1 Savita Teaching 29-5-23 D27
  2. F1 Savita Teaching 29-5-23 D28
  3. F1 Savita Teaching 29-5-23 D29
  4. F1 Savita Teaching 29-5-23 D30

Answer (Detailed Solution Below)

Option 3 : F1 Savita Teaching 29-5-23 D29
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Seating Arrangement
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10 Questions 20 Marks 15 Mins

Detailed Solution

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Concept:

This reaction proceeds via carbene mechanism followed by rearrangement.

Neutral reaction intermediates having six valance electrons are called carbenes, which are of two types. 

singlet:

F1 Savita Teaching 29-5-23 D31It is bent in shape, sp2 hybridised, two electrons are paired, less stable.

Triplet:

It can remain in two possible ways

sp2 hybridized, bent in shape F1 Savita Teaching 29-5-23 D32

or sp hybridised, linear in shape F1 Savita Teaching 29-5-23 D33

There are four methods to synthesize carbene

(i) Thermal decomposition of diazo compounds:

qImage647077725c2590094f059180

 

(ii) \(\alpha\)-elimination of HX from haloform:

F1 Savita Teaching 29-5-23 D1
F1 Savita Teaching 29-5-23 D2
 

(iii)\(\alpha\)-elimination of X from RCHX2 in presence of a metal or  an organolithium

F1 Savita Teaching 29-5-23 D3

F1 Savita Teaching 29-5-23 D3

(iv)Removal of H+ from a cation in the presence of a strong base like NaOH

qImage647077735c2590094f059191

Explanation:

The mechanism of the reaction is given below.

F1 Savita Teaching 29-5-23 D4

 

Conclusion:

Hence the correct answer is option 3.

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